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Financial workstream · Capital structure

Debt Due Diligence

Debt diligence is the workstream that turns enterprise value into equity value — and decides whether the balance sheet you think you are buying is the one that shows up at close. This guide is for PE, corp dev, and advisors mapping net debt, debt-like items, cash quality, covenants, and refinance risk before signing.

~12 min read 50-point checklist Buyer + SPA + lender lens

What debt diligence actually covers

Capital-structure review of a transaction spans six pillars:

  1. Instrument inventory — facilities, bonds, notes, leases, and off-balance exposures.
  2. Cash quality — free vs restricted, trapped, or pledged cash.
  3. Debt-like items — obligations that behave like debt even when not labeled as such.
  4. Net debt bridge — reported numbers to SPA-defined cash-free debt-free equity value.
  5. Covenants & defaults — headroom, springing tests, events of default, waivers.
  6. Refinance & Day-1 structure — maturities, change-of-control, and go-forward capital plan.

Six pillars of debt due diligence

1. Instrument inventory

Schedule every drawn and undrawn facility: lenders, principal, rate, maturity, amortization, security, guarantees, and intercreditor ranking. Include seller notes, preferred with put rights, and contingent draw features.

2. Cash quality

Separate operating cash from restricted, trapped, foreign, or pledged balances. Overdrafts and cash pooling can invert the headline cash number. Confirm what closes as "cash" under the SPA.

3. Debt-like items

Leases, factoring, supply-chain finance, deferred consideration, underfunded pensions, customer deposits, unpaid deal bonuses, and guarantees often reprice equity value more than the term loan itself.

4. Net debt & EV bridge

Build the bridge from enterprise value to equity value using the SPA definition, not management's informal "net debt." Reconcile to trial balance and closing estimates early.

5. Covenants & defaults

Test leverage, interest coverage, liquidity, and springing covenants at historical and pro forma leverage. Map cross-defaults, MAC clauses, and waiver history that affect consent risk.

6. Refinance path

Maturity wall, rate reset risk, change-of-control mandatory prepay, and Day-1 capital structure. A cheap-looking balance sheet with a 9-month maturity is a refinance project, not a free option.

Debt diligence vs QoE vs working capital vs financial DD

WorkstreamCore questionPrimary risk if weak
Quality of earningsWhat is sustainable EBITDA / cash earnings?Overpaid multiple on inflated earnings
Working capital DDWhat NWC peg protects the business day-to-day?Cash leak post-close via NWC swing
Debt diligenceWhat subtracts from EV to get equity value?Reprice, failed close mechanics, refinance shock
Broader financial DDIs the full financial picture reliable?Missed liabilities across multiple bridges

Debt diligence sits next to QoE and NWC: strong earnings with hidden debt-like items still destroy equity returns. Treat the three bridges as one IC package.

Red flags (deal-killer / high / watch)

SeveritySignalWhy it matters
Deal-killerMaturity within 12 months with no refinance commitmentDay-1 liquidity crisis; leverage thesis breaks
Deal-killerActive covenant breach or payment defaultAcceleration risk; seller may not have clean title to equity value story
HighLarge factoring / supply-chain finance not in net debtTrue leverage understated; WC and debt double-count fights
HighCash pledged, trapped offshore, or subject to minimum cash covenantsHeadline cash is not free cash for equity value
HighChange-of-control mandatory prepay with no committed replacement capitalClosing cash needs explode at signing
HighGuarantees for affiliates or JV debt off the core scheduleContingent leverage appears after exclusivity
WatchPIK toggle / deferred interest structuresCash interest low now; leverage compounds quietly
WatchLease accounting vs SPA treatment mismatchEV bridge disputes at closing estimate
WatchSeller notes or preferred with put featuresMay be debt-like for leverage and for exit waterfalls
WatchUnpaid transaction bonuses and change-in-control paymentsOften debt-like at close; missed = equity leakage

Sequencing: when to run debt diligence

StageDebt focusOutput
Pre-LOI / screeningPublic leverage, maturity wall, rating notes, obvious debt-like risksKill or price band
LOI / exclusivityManagement debt schedule, cash quality questions, draft SPA definitionsWorkplan + data-room list
ConfirmatoryFacility agreements, intercreditor, guarantees, factoring, leases, pensionsNet debt bridge + red flags
SPA / signingIndebtedness definition, cash definition, leakage, closing estimate mechanicsLocked purchase-price formula
Closing / Day-1Estimated vs final net debt, refinance, consents, payoff lettersFunds flow + post-close true-up

Screen capital structure before you fund full QoE counsel

Specialist debt and capital-structure packages on mid-market deals often run $25K–$150K+. A structured public-info first pass is $49 and lands in minutes — useful for IC triage on leverage, maturity, and obvious debt-like risk before you open exclusivity.

Order full report $39.20 → See sample PDF

Cost & timeline (indicative)

ApproachTypical costTypical timeBest for
Big Four / specialist capital structure$50K–$250K+2–6 weeksComplex multi-facility, cross-border
Boutique FDD debt module$25K–$100K1–3 weeksMid-market confirmatory
Public-info structured first pass$493–24s (median 15s · 4 real orders)Screening / IC prioritization

Use cheap structured screens to decide where expensive counsel earns its keep — not as a substitute for facility review when you are writing a large check.

50-point debt due diligence checklist

A. Instrument inventory (1–10)

  1. Complete debt schedule: principal, undrawn, lender, rate, maturity
  2. Security package and collateral map
  3. Guarantee and joint-and-several exposures
  4. Intercreditor / subordination terms
  5. Amortization and mandatory prepayment events
  6. Hedging and swap break costs
  7. Letters of credit and bank guarantees outstanding
  8. Seller notes and deferred purchase price
  9. Preferred equity with debt-like features (puts, coupons)
  10. Related-party debt and affiliate loans

B. Cash quality (11–18)

  1. Bank reconciliations vs trial balance cash
  2. Restricted cash (collateral, customer, escrow)
  3. Trapped cash (FX, tax, local rules)
  4. Cash pooling / notional pooling exposure
  5. Overdrafts netted incorrectly into cash
  6. Minimum cash covenants or cash dominion
  7. Foreign cash conversion and timing
  8. Closing cash definition dry-run

C. Debt-like items (19–30)

  1. Finance leases and material operating leases (SPA treatment)
  2. Factoring / reverse factoring / supply-chain finance
  3. Customer deposits, gift cards, deferred revenue cash component
  4. Underfunded pensions and OPEB
  5. Litigation reserves with cash near-term
  6. Unpaid transaction bonuses / CIC payments
  7. Earnouts and contingent consideration (debt-like vs equity)
  8. Restructuring provisions with fixed payouts
  9. Warranty holdbacks and indemnities with cash shape
  10. Tax payment plans and deferred payroll taxes
  11. Capital commitments and take-or-pay
  12. Off-balance guarantees for JVs / affiliates

D. Covenants, defaults & refinance (31–40)

  1. Leverage and coverage covenant calculations vs actual
  2. Springing covenants and liquidity tests
  3. Events of default history and waivers
  4. Cross-default to other instruments
  5. Change-of-control provisions and consent needs
  6. Maturity wall within 24 months
  7. Refinancing commitments and conditionality
  8. Interest rate reset / floating rate stress
  9. PIK / deferred interest accumulation
  10. Day-1 capital structure and funds flow draft

E. SPA & close mechanics (41–50)

  1. Indebtedness definition draft vs actual items found
  2. Cash definition and leakage definition
  3. Estimated vs final closing statement process
  4. Dispute resolution for net debt true-up
  5. Payoff letters and lien release timeline
  6. Consent fees and amendment costs in funds flow
  7. Working capital interaction (no double count)
  8. QoE adjustments that also affect cash/debt
  9. Management representation on full instrument list
  10. IC summary: equity value sensitivity to net debt ± scenarios

How debt diligence feeds the purchase price

Most mid-market PE deals price on a cash-free, debt-free basis with a normalized working capital peg. The debt workstream owns:

  • Gross debt and debt-like — what reduces equity value at close
  • Cash — what increases equity value only if free and deliverable
  • Definition integrity — SPA language that matches the diligence findings
  • Sensitivity — how ±$1 of net debt moves MOIC at entry leverage

If the indebtedness definition is soft, sellers will argue every debt-like item is "ordinary course working capital." Lock definitions with examples from the data room, not abstract accounting labels.

FAQ

What is debt due diligence in M&A?

It is the buy-side review of capital structure and net debt for price and risk: instruments, cash quality, debt-like items, covenants, refinance path, and the EV-to-equity bridge used at signing and closing.

How is debt diligence different from quality of earnings?

QoE answers "what earnings are we buying?" Debt diligence answers "what claims sit ahead of equity?" You need both for a coherent entry multiple and equity check size.

What is a net debt bridge?

A reconciliation from reported cash and debt to SPA-defined net debt, including restricted cash, accrued interest, leases, factoring, guarantees, and other debt-like items agreed in the deal documents.

What debt-like items get missed most often?

Supply-chain finance, affiliate guarantees, unpaid transaction bonuses, underfunded pensions, and lease treatment mismatches between accounting and SPA language.

When is refinance risk a deal-killer?

When maturities or change-of-control prepay requirements land inside the investment hold period without a credible, committed replacement capital plan at underwritable cost.

How long does debt diligence take?

Public/CIM screens: days. Full facility and SPA work: often 1–3 weeks mid-market; longer for multi-jurisdiction capital structures.

What should PE check first?

Maturity ladder, free vs restricted cash, debt-like inventory vs draft SPA, covenant status, and change-of-control / refinance path.

Is a public-info first pass enough to sign?

No. It is screening research for IC prioritization. Signing still needs facility review, counsel on definitions, and closing mechanics. Public packs help you decide where to spend that budget.

Get a structured debt & capital-structure first pass

Order a full diligence PDF on any public target — capital structure signals, risks, and IC-oriented questions included. Launch pricing $39.20 with code DI20-WELCOME (list $49). Or compare three names with the 3-Pack.

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